Your Perfect Day on Casco Bay

A bespoke boating experience

Whether island hopping, sunset cruising or striper fishing, we'll work with you to design your perfect day on the water.

Book Your Adventure

Captain Drew will contact you within 24 hours to confirm availability

2025 Grady White

Brand new Canyon 336 with all the latest features

Up to 6 Guests

Perfect for families, friends, or corporate groups

$300/Hour

2-hour minimum, includes captain and vessel

Portland's Old Port

Convenient downtown location

Get There in Style

2025 Grady White Canyon 336

Built for Adventure

Explore Casco Bay and beyond with the latest in marine technology and safety features. This vessel is designed to handle Maine's waters with confidence.

Designed for Comfort

  • • Gyro-stabilization for the smoothest ride
  • • Climate control (heat & air conditioning)
  • • Full head (bathroom) facilities
  • • Premium sound system
  • • Proper glassware for beverages
  • • Starlink high speed internet
2025 Grady White Canyon 336 on the water with guests

A True Pleasure Craft

Experience the perfect blend of luxury and adventure on Maine's premier charter vessel.

Casco Bay Adventures

Thousands of adventures await

Island Hopping

Hunt for treasures on remote beaches, take a dip in the cool Atlantic, and explore hidden coves throughout Casco Bay.

Sunset Cruises

Watch the sunset over Portland's skyline while enjoying your favorite drink and soaking in world-class views.

Waterfront Dining

Arrive to lunch or dinner in style at Casco Bay's finest waterfront restaurants. Make an entrance they'll remember.

Wildlife Watching

Soak in abundant wildlife including seals, porpoises, and countless seabirds in their natural habitat.

Custom Adventures

Create your perfect day on the water. From corporate events to special celebrations, we'll craft the ideal experience.

Trophy Fishing

Land a trophy striped bass or help a child catch their first mackerel. Captain Drew knows all the best spots.

Captain Drew at the helm of the Grady White Canyon 336

Your Captain

Meet Captain Drew

USCG Master Captain and registered Maine guide with extensive credentials

Born and raised in nearby Scarborough, Maine - a true local expert

Over 12,000 miles of boating and fishing experience in the last 4 years alone

"Casco Bay is an absolute treasure, and I can't wait to share it with you."

— Captain Drew

Ready to Set Sail?

Limited availability in August and September

$300/Hour

2-hour minimum booking.

Additional fuel charge based on itinerary

Up to 6 Guests

Perfect group size

Book Early

Limited summer availability